data_LVA
# 
_chem_comp.id                                    LVA 
_chem_comp.name                                  "(3R,5R)-7-((1R,2R,6S,8R,8AS)-2,6-DIMETHYL-8-{[(2R)-2-METHYLBUTANOYL]OXY}-1,2,6,7,8,8A-HEXAHYDRONAPHTHALEN-1-YL)-3,5-DIHYDROXYHEPTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H38 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-04-27 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        422.555 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LVA 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1T02 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
LVA O1   O1   O 0 1 N N N 86.909 124.095 109.838 -0.894 -0.615 8.175  O1   LVA 1  
LVA O2   O2   O 0 1 N N N 86.507 128.170 108.114 -0.380 1.194  4.506  O2   LVA 2  
LVA O3   O3   O 0 1 N N N 86.864 123.804 107.707 0.587  0.328  6.833  O3   LVA 3  
LVA O8   O8   O 0 1 N N N 84.788 129.227 110.408 -0.436 1.254  2.009  O8   LVA 4  
LVA O4   O4   O 0 1 N N N 80.841 127.668 105.566 1.129  -0.057 -1.919 O4   LVA 5  
LVA C5   C5   C 0 1 N N N 79.054 124.995 108.378 -3.274 -0.073 -3.921 C5   LVA 6  
LVA C6   C6   C 0 1 N N N 78.856 126.160 107.545 -1.816 0.088  -4.125 C6   LVA 7  
LVA C7   C7   C 0 1 N N R 84.257 128.194 109.522 -0.540 -0.170 1.977  C7   LVA 8  
LVA C8   C8   C 0 1 N N N 79.875 124.940 109.429 -3.754 -0.181 -2.694 C8   LVA 9  
LVA C9   C9   C 0 1 N N R 79.632 127.431 107.958 -1.000 0.457  -2.923 C9   LVA 10 
LVA C10  C10  C 0 1 N N N 86.967 124.566 108.590 -0.440 -0.296 6.952  C10  LVA 11 
LVA C11  C11  C 0 1 N N S 80.677 126.143 109.812 -2.915 -0.134 -1.454 C11  LVA 12 
LVA C12  C12  C 0 1 N N S 80.962 127.009 108.579 -1.443 -0.423 -1.754 C12  LVA 13 
LVA C13  C13  C 0 1 N N R 85.938 126.854 108.348 -0.484 -0.230 4.474  C13  LVA 14 
LVA C14  C14  C 0 1 N N N 78.029 126.156 106.515 -1.306 -0.099 -5.328 C14  LVA 15 
LVA C15  C15  C 0 1 N N S 79.964 128.209 106.624 0.493  0.418  -3.134 C15  LVA 16 
LVA C16  C16  C 0 1 N N N 82.827 127.987 109.966 -1.324 -0.597 0.734  C16  LVA 17 
LVA C17  C17  C 0 1 N N N 85.118 126.936 109.609 -1.268 -0.656 3.231  C17  LVA 18 
LVA C18  C18  C 0 1 N N N 81.826 128.257 108.857 -0.596 -0.111 -0.519 C18  LVA 19 
LVA C19  C19  C 0 1 N N N 78.612 128.587 106.018 0.883  -0.499 -4.291 C19  LVA 20 
LVA C20  C20  C 0 1 N N N 79.918 126.866 110.908 -3.031 1.255  -0.825 C20  LVA 21 
LVA C21  C21  C 0 1 N N N 87.077 125.953 108.412 -1.212 -0.716 5.729  C21  LVA 22 
LVA C22  C22  C 0 1 N N R 77.823 127.339 105.609 0.179  -0.001 -5.561 C22  LVA 23 
LVA C23  C23  C 0 1 N N N 78.144 126.939 104.114 0.578  -0.876 -6.752 C23  LVA 24 
LVA C24  C24  C 0 1 N N N 81.879 128.353 105.045 2.357  0.375  -1.591 C24  LVA 25 
LVA C25  C25  C 0 1 N N S 82.754 127.503 104.174 3.018  -0.118 -0.330 C25  LVA 26 
LVA O26  O26  O 0 1 N N N 82.059 129.532 105.295 2.933  1.160  -2.307 O26  LVA 27 
LVA C27  C27  C 0 1 N N N 82.364 127.528 102.717 4.400  0.523  -0.193 C27  LVA 28 
LVA C28  C28  C 0 1 N N N 82.665 126.087 104.739 3.167  -1.640 -0.394 C28  LVA 29 
LVA C29  C29  C 0 1 N N N 83.114 126.580 101.841 5.070  0.022  1.087  C29  LVA 30 
LVA HO1  HO1  H 0 1 N N N 86.992 124.713 110.554 -0.398 -0.345 8.960  HO1  LVA 31 
LVA HO2  HO2  H 0 1 N N N 87.024 128.118 107.318 -1.283 1.540  4.534  HO2  LVA 32 
LVA HO8  HO8  H 0 1 N N N 85.686 129.357 110.129 -1.339 1.599  2.037  HO8  LVA 33 
LVA H5   H5   H 0 1 N N N 78.521 124.047 108.191 -3.941 -0.102 -4.769 H5   LVA 34 
LVA H7   H7   H 0 1 N N N 84.278 128.479 108.444 0.457  -0.607 1.944  H7   LVA 35 
LVA H8   H8   H 0 1 N N N 79.889 123.965 109.946 -4.820 -0.310 -2.578 H8   LVA 36 
LVA H9   H9   H 0 1 N N N 79.042 128.048 108.675 -1.256 1.485  -2.666 H9   LVA 37 
LVA H11  H11  H 0 1 N N N 81.680 125.863 110.209 -3.285 -0.876 -0.746 H11  LVA 38 
LVA H12  H12  H 0 1 N N N 81.562 126.380 107.880 -1.324 -1.473 -2.024 H12  LVA 39 
LVA H13  H13  H 0 1 N N N 85.245 126.480 107.557 0.513  -0.666 4.441  H13  LVA 40 
LVA H14  H14  H 0 1 N N N 77.519 125.182 106.413 -1.962 -0.324 -6.156 H14  LVA 41 
LVA H15  H15  H 0 1 N N N 80.632 129.026 106.982 0.847  1.427  -3.347 H15  LVA 42 
LVA H161 1H16 H 0 0 N N N 82.684 126.967 110.394 -2.322 -0.160 0.767  H161 LVA 43 
LVA H162 2H16 H 0 0 N N N 82.596 128.596 110.870 -1.404 -1.684 0.710  H162 LVA 44 
LVA H171 1H17 H 0 0 N N N 85.740 126.899 110.533 -2.267 -0.220 3.264  H171 LVA 45 
LVA H172 2H17 H 0 0 N N N 84.520 126.014 109.797 -1.348 -1.743 3.207  H172 LVA 46 
LVA H181 1H18 H 0 0 N N N 82.326 128.626 107.931 0.365  -0.617 -0.601 H181 LVA 47 
LVA H182 2H18 H 0 0 N N N 81.198 129.151 109.077 -0.435 0.965  -0.452 H182 LVA 48 
LVA H191 1H19 H 0 0 N N N 78.022 129.239 106.703 1.963  -0.470 -4.434 H191 LVA 49 
LVA H192 2H19 H 0 0 N N N 78.727 129.297 105.166 0.568  -1.519 -4.072 H192 LVA 50 
LVA H201 1H20 H 0 0 N N N 80.515 127.762 111.193 -4.080 1.481  -0.633 H201 LVA 51 
LVA H202 2H20 H 0 0 N N N 78.870 127.115 110.619 -2.477 1.276  0.114  H202 LVA 52 
LVA H203 3H20 H 0 0 N N N 79.677 126.209 111.776 -2.617 1.998  -1.507 H203 LVA 53 
LVA H211 1H21 H 0 0 N N N 87.752 126.334 109.213 -2.211 -0.279 5.761  H211 LVA 54 
LVA H212 2H21 H 0 0 N N N 87.678 126.118 107.488 -1.292 -1.803 5.704  H212 LVA 55 
LVA H22  H22  H 0 1 N N N 76.748 127.621 105.705 0.456  1.034  -5.756 H22  LVA 56 
LVA H231 1H23 H 0 0 N N N 77.991 127.815 103.442 0.075  -0.518 -7.650 H231 LVA 57 
LVA H232 2H23 H 0 0 N N N 79.165 126.504 104.008 1.657  -0.825 -6.895 H232 LVA 58 
LVA H233 3H23 H 0 0 N N N 77.554 126.052 103.783 0.285  -1.908 -6.558 H233 LVA 59 
LVA H25  H25  H 0 1 N N N 83.795 127.900 104.191 2.405  0.150  0.530  H25  LVA 60 
LVA H271 1H27 H 0 0 N N N 81.266 127.361 102.611 4.294  1.607  -0.147 H271 LVA 61 
LVA H272 2H27 H 0 0 N N N 82.444 128.565 102.316 5.012  0.254  -1.053 H272 LVA 62 
LVA H281 1H28 H 0 0 N N N 83.315 125.454 104.091 3.779  -1.909 -1.254 H281 LVA 63 
LVA H282 2H28 H 0 0 N N N 82.921 126.024 105.822 3.644  -1.997 0.518  H282 LVA 64 
LVA H283 3H28 H 0 0 N N N 81.620 125.707 104.824 2.182  -2.097 -0.491 H283 LVA 65 
LVA H291 1H29 H 0 0 N N N 82.825 126.598 100.764 6.055  0.479  1.185  H291 LVA 66 
LVA H292 2H29 H 0 0 N N N 84.211 126.746 101.947 4.458  0.291  1.947  H292 LVA 67 
LVA H293 3H29 H 0 0 N N N 83.033 125.542 102.241 5.176  -1.061 1.041  H293 LVA 68 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
LVA O1  C10  SING N N 1  
LVA O1  HO1  SING N N 2  
LVA O2  C13  SING N N 3  
LVA O2  HO2  SING N N 4  
LVA O3  C10  DOUB N N 5  
LVA O8  C7   SING N N 6  
LVA O8  HO8  SING N N 7  
LVA O4  C15  SING N N 8  
LVA O4  C24  SING N N 9  
LVA C5  C6   SING N N 10 
LVA C5  C8   DOUB N N 11 
LVA C5  H5   SING N N 12 
LVA C6  C9   SING N N 13 
LVA C6  C14  DOUB N N 14 
LVA C7  C16  SING N N 15 
LVA C7  C17  SING N N 16 
LVA C7  H7   SING N N 17 
LVA C8  C11  SING N N 18 
LVA C8  H8   SING N N 19 
LVA C9  C12  SING N N 20 
LVA C9  C15  SING N N 21 
LVA C9  H9   SING N N 22 
LVA C10 C21  SING N N 23 
LVA C11 C12  SING N N 24 
LVA C11 C20  SING N N 25 
LVA C11 H11  SING N N 26 
LVA C12 C18  SING N N 27 
LVA C12 H12  SING N N 28 
LVA C13 C17  SING N N 29 
LVA C13 C21  SING N N 30 
LVA C13 H13  SING N N 31 
LVA C14 C22  SING N N 32 
LVA C14 H14  SING N N 33 
LVA C15 C19  SING N N 34 
LVA C15 H15  SING N N 35 
LVA C16 C18  SING N N 36 
LVA C16 H161 SING N N 37 
LVA C16 H162 SING N N 38 
LVA C17 H171 SING N N 39 
LVA C17 H172 SING N N 40 
LVA C18 H181 SING N N 41 
LVA C18 H182 SING N N 42 
LVA C19 C22  SING N N 43 
LVA C19 H191 SING N N 44 
LVA C19 H192 SING N N 45 
LVA C20 H201 SING N N 46 
LVA C20 H202 SING N N 47 
LVA C20 H203 SING N N 48 
LVA C21 H211 SING N N 49 
LVA C21 H212 SING N N 50 
LVA C22 C23  SING N N 51 
LVA C22 H22  SING N N 52 
LVA C23 H231 SING N N 53 
LVA C23 H232 SING N N 54 
LVA C23 H233 SING N N 55 
LVA C24 C25  SING N N 56 
LVA C24 O26  DOUB N N 57 
LVA C25 C27  SING N N 58 
LVA C25 C28  SING N N 59 
LVA C25 H25  SING N N 60 
LVA C27 C29  SING N N 61 
LVA C27 H271 SING N N 62 
LVA C27 H272 SING N N 63 
LVA C28 H281 SING N N 64 
LVA C28 H282 SING N N 65 
LVA C28 H283 SING N N 66 
LVA C29 H291 SING N N 67 
LVA C29 H292 SING N N 68 
LVA C29 H293 SING N N 69 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
LVA SMILES           ACDLabs              10.04 O=C(O)CC(O)CC(O)CCC2C(C=CC1=CC(CC(OC(=O)C(C)CC)C12)C)C 
LVA InChI            InChI                1.02b 
InChI=1/C24H38O6/c1-5-15(3)24(29)30-21-11-14(2)10-17-7-6-16(4)20(23(17)21)9-8-18(25)12-19(26)13-22(27)28/h6-7,10,14-16,18-21,23,25-26H,5,8-9,11-13H2,1-4H3,(H,27,28)/t14-,15-,16-,18+,19+,20-,21-,23-/m0/s1/f/h27H 
LVA InChIKey         InChI                1.02b QLJODMDSTUBWDW-NUZOCWSSDP 
LVA SMILES_CANONICAL CACTVS               3.341 CC[C@H](C)C(=O)O[C@H]1C[C@@H](C)C=C2C=C[C@H](C)[C@H](CC[C@@H](O)C[C@@H](O)CC(O)=O)[C@@H]12 
LVA SMILES           CACTVS               3.341 CC[CH](C)C(=O)O[CH]1C[CH](C)C=C2C=C[CH](C)[CH](CC[CH](O)C[CH](O)CC(O)=O)[CH]12 
LVA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](C)C(=O)O[C@H]1C[C@H](C=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@H](C[C@H](CC(=O)O)O)O)C 
LVA SMILES           "OpenEye OEToolkits" 1.5.0 CCC(C)C(=O)OC1CC(C=C2C1C(C(C=C2)C)CCC(CC(CC(=O)O)O)O)C 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
LVA "SYSTEMATIC NAME" ACDLabs              10.04 "(3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxyheptanoic acid" 
LVA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R,5R)-7-[(1S,2S,6R,8S,8aR)-2,6-dimethyl-8-[(2S)-2-methylbutanoyl]oxy-1,2,6,7,8,8a-hexahydronaphthalen-1-yl]-3,5-dihydroxy-heptanoic acid"  
# 
